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Flights from Saskatoon to Chicago

Find cheap airlines flights from Saskatoon to Chicago

You can choose from 1 airlines that fly from Saskatoon to Chicago, including WestJet, Air Canada has lowest fares on this route.
WestJet logo WestJet
Airlines are determined based on actual purchased flight tickets from Saskatoon to Chicago according to previous 12 months data from Trip.com.

Find flight deals from Saskatoon to Chicago for the next 3 months. Book one way flights from $201 or round trip flights from $407.

      • YXE 7:50 PM
        16h 20m
        1 stop
        ORD 1:10 PM
        Saskatoon - Chicago | Wed, Jul 22 | Air Canada
        ORD 5:30 PM
        6h 40m
        1 stop
        YXE 11:10 PM
        Chicago - Saskatoon | Wed, Jul 29 | WestJet
        $407 $683
        40% off
        40% off
        $683 $407
      • YXE 8:05 PM
        16h 5m
        1 stop
        ORD 1:10 PM
        Saskatoon - Chicago | Fri, Jun 26 | Air Canada
        ORD 5:30 PM
        6h 40m
        1 stop
        YXE 11:10 PM
        Chicago - Saskatoon | Sun, Jun 28 | WestJet
        $410 $683
        40% off
        40% off
        $683 $410
      • YXE 3:10 PM
        5h 37m
        1 stop
        ORD 9:47 PM
        Saskatoon - Chicago | Tue, Aug 4 | Delta Air Lines
        ORD 5:30 PM
        8h 30m
        1 stop
        YXE 1:00 AM
        Chicago - Saskatoon | Tue, Aug 11 | Delta Air Lines
        $433 $683
        37% off
        37% off
        $683 $433
      • YXE 8:50 AM
        6h 50m
        1 stop
        ORD 4:40 PM
        Saskatoon - Chicago | Mon, Jun 29 | WestJet
        ORD 5:30 PM
        8h 30m
        1 stop
        YXE 1:00 AM
        Chicago - Saskatoon | Mon, Jul 6 | WestJet
        $444
        35% off
        $683 $444
      • YXE 3:10 PM
        5h 42m
        1 stop
        ORD 9:52 PM
        Saskatoon - Chicago | Thu, Jul 23 | Delta Air Lines
        ORD 1:49 PM
        8h 46m
        1 stop
        YXE 9:35 PM
        Chicago - Saskatoon | Thu, Jul 30 | Delta Air Lines
        $456
        33% off
        $683 $456
      • YXE 4:30 PM
        23h 10m
        1 stop
        ORD 4:40 PM
        Saskatoon - Chicago | Tue, Aug 11 | WestJet
        ORD 5:30 PM
        6h 40m
        1 stop
        YXE 11:10 PM
        Chicago - Saskatoon | Sat, Aug 15 | WestJet
        $473
        31% off
        $683 $473
      • YXE 4:30 PM
        23h 10m
        1 stop
        ORD 4:40 PM
        Saskatoon - Chicago | Tue, Jul 14 | WestJet
        ORD 5:30 PM
        6h 40m
        1 stop
        YXE 11:10 PM
        Chicago - Saskatoon | Mon, Jul 20 | WestJet
        $488
        28% off
        $683 $488
      • YXE 8:50 AM
        6h 50m
        1 stop
        ORD 4:40 PM
        Saskatoon - Chicago | Wed, Jul 22 | WestJet
        ORD 5:30 PM
        8h 30m
        1 stop
        YXE 1:00 AM
        Chicago - Saskatoon | Wed, Jul 29 | WestJet
        $493
        28% off
        $683 $493
      • YXE 11:25 AM
        28h 15m
        1 stop
        ORD 4:40 PM
        Saskatoon - Chicago | Thu, Jul 30 | WestJet
        ORD 5:30 PM
        8h 30m
        1 stop
        YXE 1:00 AM
        Chicago - Saskatoon | Tue, Aug 4 | WestJet
        $519
        24% off
        $683 $519
      • YXE 8:05 PM
        16h 17m
        1 stop
        ORD 1:22 PM
        Saskatoon - Chicago | Fri, Jun 26 | United Airlines
        ORD 2:00 PM
        10h 39m
        1 stop
        YXE 11:39 PM
        Chicago - Saskatoon | Sun, Jun 28 | United Airlines
        $539
        21% off
        $683 $539
      • YXE 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Saskatoon - Chicago | Sat, Jun 20 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YXE 4:00 PM
        Chicago - Saskatoon | Mon, Jun 22 | Normal Airline
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      • YXE 8:15 PM
        16h 7m
        1 stop
        ORD 1:22 PM
        Saskatoon - Chicago | Thu, Jun 25 | Air Canada
        $201 $678
        70% off
        70% off
        $678 $201
      • YXE 7:50 PM
        16h 20m
        1 stop
        ORD 1:10 PM
        Saskatoon - Chicago | Fri, Jul 3 | Air Canada
        $208 $678
        69% off
        69% off
        $678 $208
      • YXE 7:50 PM
        16h 20m
        1 stop
        ORD 1:10 PM
        Saskatoon - Chicago | Fri, Jul 10 | Air Canada
        $216 $678
        68% off
        68% off
        $678 $216
      • YXE 7:00 AM
        8h 40m
        1 stop
        ORD 4:40 PM
        Saskatoon - Chicago | Fri, Jul 3 | WestJet
        $219
        68% off
        $678 $219
      • YXE 4:25 PM
        15h 10m
        1 stop
        ORD 8:35 AM
        Saskatoon - Chicago | Fri, Jun 19 | Porter Airlines
        $233
        66% off
        $678 $233
      • YXE 8:15 PM
        16h 7m
        1 stop
        ORD 1:22 PM
        Saskatoon - Chicago | Thu, Jun 25 | United Airlines
        $242
        64% off
        $678 $242
      • YXE 4:25 PM
        15h 10m
        1 stop
        ORD 8:35 AM
        Saskatoon - Chicago | Fri, Jun 19 | Air Transat
        $246
        64% off
        $678 $246
      • YXE 7:50 PM
        16h 20m
        1 stop
        ORD 1:10 PM
        Saskatoon - Chicago | Fri, Jul 3 | United Airlines
        $246
        64% off
        $678 $246
      • YXE 1:20 PM
        19h 20m
        1 stop
        MDW 9:40 AM
        Saskatoon - Chicago | Wed, Jun 24 | WestJet
        $247
        64% off
        $678 $247
      • YXE 3:10 PM
        5h 45m
        1 stop
        ORD 9:55 PM
        Saskatoon - Chicago | Tue, Jun 23 | Delta Air Lines
        $535
        21% off
        $678 $535
      • YXE 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Saskatoon - Chicago | Sat, Jun 20 | Normal Airline
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Displayed flight fares from Saskatoon to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flight Info | Saskatoon to Chicago

The distance between Saskatoon and Chicago is approximately 1,833.83 km. Based on Trip.com's data travel demand peaks in July. The off-season for travel is November.

Cheapest one-way flight price$201
Cheapest round-trip ticket price$407
Off-season for travelNovember
Peak season for travelJuly
Flight distance1,833.83 km
Popular airlineWestJet
Flight statistics for the Saskatoon–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

  • What are the cheapest flights from Saskatoon to Chicago (YXE-CHI)?

    Based on Trip.com data, Air Canada offers one-way fares as low as $201 on Cheapest nonstop routes (e.g. YXE to ORD on Thu, Jun 25), while Air Canada offers Cheapest nonstop round-trips from $407 departing on Wed, Jul 22 and returning on Wed, Jul 29.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Saskatoon to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Saskatoon to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Thu, Jun 25, with one-way flights priced at just $201.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Air Canada.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Saskatoon to Chicago is November, when demand for travel is lower.
  • After crunching the numbers on our June flight calendar, it's currently cheapest to fly from Saskatoon to Chicago on June 25, 2026 with Air Canada, with prices starting at $201.
  • The time difference between Chicago and Saskatoon is 0h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.